2,3,5-trimethoxy-6-[(E)-3-phenylprop-1-enyl]phenol

Details

• Internal ID: 52ff75ff-e6c4-46ad-94da-6b8e5da7d62f
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 2,3,5-trimethoxy-6-[(E)-3-phenylprop-1-enyl]phenol
• InChI: InChI=1S/C18H20O4/c1-20-15-12-16(21-2)18(22-3)17(19)14(15)11-7-10-13-8-5-4-6-9-13/h4-9,11-12,19H,10H2,1-3H3/b11-7+
• InChI Key: SHFNRUKISUMFMW-YRNVUSSQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.8735	87.35%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7606	76.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7957	79.57%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8282	82.82%
P-glycoprotein inhibitior	+	0.5927	59.27%
P-glycoprotein substrate	-	0.8305	83.05%
CYP3A4 substrate	-	0.5560	55.60%
CYP2C9 substrate	+	0.5888	58.88%
CYP2D6 substrate	+	0.4021	40.21%
CYP3A4 inhibition	-	0.5329	53.29%
CYP2C9 inhibition	-	0.9246	92.46%
CYP2C19 inhibition	+	0.6889	68.89%
CYP2D6 inhibition	-	0.7621	76.21%
CYP1A2 inhibition	+	0.6474	64.74%
CYP2C8 inhibition	+	0.8247	82.47%
CYP inhibitory promiscuity	+	0.8064	80.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7721	77.21%
Carcinogenicity (trinary)	Non-required	0.6127	61.27%
Eye corrosion	-	0.9720	97.20%
Eye irritation	+	0.6047	60.47%
Skin irritation	-	0.8057	80.57%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7986	79.86%
Micronuclear	-	0.5408	54.08%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.8778	87.78%
Acute Oral Toxicity (c)	III	0.6404	64.04%
Estrogen receptor binding	+	0.8781	87.81%
Androgen receptor binding	-	0.4815	48.15%
Thyroid receptor binding	+	0.6379	63.79%
Glucocorticoid receptor binding	+	0.5780	57.80%
Aromatase binding	+	0.5834	58.34%
PPAR gamma	+	0.5988	59.88%
Honey bee toxicity	-	0.9163	91.63%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9784	97.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.97%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.48%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.47%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.32%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.88%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	85.50%	90.20%
CHEMBL2535	P11166	Glucose transporter	85.09%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.50%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.66%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102460720
• LOTUS: LTS0144798
• wikiData: Q105252951